Light-sensitive layer



Patented Aug. 4, 1931 UNITED STATES PATENT OFFICE KAXIMILIAN PAUL SCHMIDT, WILHELM NEUGEBAUEB, AND BOBERT mm or WIESBADEN-BIEIBRICH, GERMANY, ASSIGNORS TO KALLE & CO. AKTIENGESELL- SCHAFT, OI WIESBADEN-BIEBRICH, GERMANY LIGHT-SENSITIVE LAYER Ho Drawing. Application filed March 24, 1980, Serial No. 438,648, and in Germany larch 30, 1929.

The present invention relates to lightsensitive layers on a suitable base containing diazo compounds of aromatic aminoacylamines, more particularly the diazo 5 compound from l-amino-2.5-diethoxy-4-benzoylaminobenzene.

It is, already known that diazo com ounds are suitable for the preparation of photographic pictures. There were hitherto used mainly two processes. .Accordin to one of these processes a diazo compoun is applied alone on a base and developed after exposure to light by means of a solution of an azo component. According to the other process light-sensitive layers are used which contain the diazo component as well as the azo component. .The latter process has the advantage that the copies can be developed in a dry manner (by means-of ammonia gas), so that pictures of a right measure are formed. There is no danger that the lines run during the development. The first process is quite different, or when treating with the solution of the azo component the lines very easily rum-which, however, can be more or less avoided by addition of salts.

Now we have found that for the preparation of light-sensitive layers and diazo copies thereof, diazo compounds are particu- 30 larly well suitable which contain in the aromatic nucleus besides the diazo group also an acylamino-gr'oup; it is of no consequence whether the diazo compound is applied together with the azo component and then developedv with an alkaline bath, or whether the diazo compound is applied alone and developed after the exposure to light with an alkaline solution which simultaneously contains an azo component. 40 compounds have not only a very good sta- I bility and sensitiveness to light, but they yield dyestufiictures which are especially fast to light. he acyl residue may for instance be an acetyl grou a benzoyl group I or a naphthoyl group. we amino groups thiourea are suitable.

The said diazo,

can also be connected b carbonic acid res idues or by thiocarbonic acid residues, or by residues of other polyvalent acids 0. succinic acid; for instance diazo compoun s and tetrazo compounds of aromatic urea or I The aromatic residue having the diazonium' group attached may be substituted. Preferably h dro alliyl-groups have proved to be suita 1e s3 stituents.

The following examples serve toillustratethe invention, but they are not intended to limit it thereto, the parts being by weight, unless otherwise stated. j

1. 20 parts of the tin chloride double salt of the tetrazo compound of diaminodiphenyh thiourea, 30 dparts of tartaric acid, 20 parts ofboric aci and 15 arts of thiourea are dissolved with water about 35 C. so that 1000 cc. are obtained and the whole is filtered. The solution is applied on paper or the like and dried.

After exposure to light under a pattern the picture is develo ed by means of a solution of grams 0 'phloroglucine and 50 grams of borax in 1000 cc. of water. Brownish-yellow pictures on a white ground are obtained. 1 2. parts of. the tetrazo compound of diaminotetra-methoxydiphenylurea, parts of tartaric acid, and parts of thiourea are dissolved together with water of about C. so that 1000 cc. are obtained. The solution is spread as usual on paper, fabrics or the like and dried. After exposure to light under a pattern the copy is developed with a solution containing 5 grams of phloroglucine and 50. grams of borax in 1000 cc. of 'water.

Deeply dark brown pictures of an excellent fastnessto light are obtained on a white ground.

Instead of grams of borax there can be used other .alkalies, for instance a mixture of 25 grams of borax, 15 grams of disodium l0 moist manner.

In the preceding examples there may stand in the diazo. compound instead of the residue also'a residue of a olgbasic acid as for instance the residue O. H,.CH,.CO-.

3. 30 parts of tartaric acid, 40 parts of boric acid, parts of thiourea, 40 parts of naphthalenevtrisulfonic acid, 5 parts of ammonium sulfate, 10 parts of the hydrochloride of l-hydroxynaphthalene-7-biguanidine and 9.3 parts of the zinc chloride double salt of the diazo compound from ll-amino-2.5-diethoxy-4-benzoylaminobenzene gin about one liter of water and the so ution is spread on paper, lm or a similar base. After exposure to light under a pattern there areobtained by developing with rewced by an alkyl, aryl or aralkyl residue.

e claim:

1. As new products, light-sensitive layers on a suitable base, containing diazo compounds of aromatic amino-acylamines.

2. As new products, light-sensitive la ers on a suitable base, containing compoun of the following formula:

Y X-At-IKC-B wherein X stands for a diazonium residue, Ar for an aryl residue substituted or not, Y for hydro en, alkyl, aryl or aralkyl, Z for O= or and R for alkyl, aryl or NH-aryl.

3. As new products, light-sensitive layers on a suitable base, containing compounds of thefollowing formula:

ammonia gas or an aqueous sodium carbon- I ate solution ofabout 10 per cent strength copies with blue lines on a white ground which are fast to water and of an excellent fastness to light.

4. 2O parts-of tartaric acid, 30 parts of boric acid, 40 parts of thiourea, 10 parts of the diazo compound obtained according to Example 3 are dissolved in about 1 liter of water. After having applied the solution on a suitable base and exposed to light there is obtained by a treatment with an alkaline hydroxynaphthalene a reddish-violet picture, with l.7-hydroxynaphthalene-biguanidine a blue picture.

5. 20 parts of tartaric acid, 30 parts of boric acid, 40 arts of thiourea, 20 parts of .aluminium sul ate, 15 parts of zinc chloride double salt of the diazo compound from L a m i n o -2.5-dimethoxyl-benzoylaminobenzene calculated upon 1000 parts by volume of water and the whole is spread in the usual manner on a base, for instance paper. After exposure to light this is developed with alkaline solutions of for instance beta-naphthol or resorcin or 1 -hydroxynap hthalene on a suitable wherein X stands for a diazonium residue, Ar for an aryl residue substituted or not, Z for O or S= and R for alkyl, aryl or NH-aryl.

4. As new products, light-sensitive layers ase, containing compounds of the following formula:

X-Ar-NH-O-R wherein- X stands for a diazonium residue, Ar for an aryl residue substituted or not and R for alkyl, aryl or NH-aryl.

5. As new roducts, light-sensitive layers on a suitable ase, containing compounds of the following formula:

wherein X stands for a diazonium residue, Ar for an aryl residue substituted or not and R for alkyl or aryl.

6. As new products, light-sensitive layers on a suitable base, containing compounds of the following formula:

wherein X stands for a diazonium residue,

Ar for an aryl residue substituted by oxalkyl groups and R for alkyl or aryl.

7. As new products, light-sensitive layers on a suitable base, containing compounds 5 of the following formula:

wherein X stands for a diazonium residue, Ar for an aryl residue substituted by ethoxy groups and R for alkyl or aryl.

8. As new products, light-sensitive layers on a suitable base, containing the diazonium compound of 1-amino-2.5-diethoxy-4- benzoylaminobenzene.

In testimony whereof, we aflix our signatures.

MAXIMILIAN PAUL SCHMIDT. WILHELM N EUGEBAUER. ROBERT FRANKE. 

